I've believe it to be a good idea for crew retention purposes to NOT send them around the forestay too often.

I've actually found (probably because I'm not a "rock star") that is is actually a bit hard to pitchpole my N20, unless there is steep surf/chop. The bows drive down (solid water over the beam), but that ends up slowing the boat to the point that IF the crew and myself stay on the boat, it will either pop back up, or tip over on its side. Only when the crew goes around the forestay does it roll more on its face than its side. More like a slow-motion flip than one of those nasty H16 pitchpoles.

I did something like a pitchpole last year at Tradewinds. You know, one of those "MAN, we're going to kick butt now - we're the only ones left with a spin up", followed by what seemed to be a hypersonic jump past a handful of boats, and then the bows looking for buried treasure at the bottom of Blackwater sound.

My excuse was that I needed my crew to check the luff curve (from the other direction) on the spinnaker. Since no one was hurt and no significant damage (other than a big glop of mud on the snuffer and mast tip), it actually turned out quite humorous (except for the DNF part)

Of course, I will tend to agree with Mary that pitchpoling probably won't win a lot of races, which sort of kills some of the "fun factor" of racing.